5-((6-(dimethylamino)naphthalen-2-yl)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione | 1351621-27-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-((6-(dimethylamino)naphthalen-2-yl)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione
• 英文别名: 5-[[6-(Dimethylamino)naphthalen-2-yl]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione；5-[[6-(dimethylamino)naphthalen-2-yl]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS: 1351621-27-6
• 化学式: C₁₉H₁₉NO₄
• 分子量: 325.364
• InChiKey: XILPCVBYZFFRGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-(二甲基氨基)-2-萘醛 、 丙二酸环(亚)异丙酯 在 (ethylenediamine palladium(II))6(2,4,6-tris(4-pyridyl)triazine)4(NO3)12 作用下， 以 水 为溶剂， 反应 6.0h， 以73%的产率得到5-((6-(dimethylamino)naphthalen-2-yl)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Cage-Catalyzed Knoevenagel Condensation under Neutral Conditions in Water

  摘要：

  A cationic coordination cage dramatically accelerates the Knoevenagel condensation of aromatic aldehydes in water under neutral conditions. The addition of a nucleophile to the aldehyde to generate anionic intermediates seems to be facilitated by the cationic environment of the cavity. The products are ejected from the cage as a result of the host-guest size discrepancy. As a result, the condensation is promoted by a catalytic amount of the cage.

  DOI：

  10.1021/ja210068f

文献信息

• Cage-Catalyzed Knoevenagel Condensation under Neutral Conditions in Water
  作者：Takashi Murase、Yuki Nishijima、Makoto Fujita

  DOI：10.1021/ja210068f

  日期：2012.1.11

  A cationic coordination cage dramatically accelerates the Knoevenagel condensation of aromatic aldehydes in water under neutral conditions. The addition of a nucleophile to the aldehyde to generate anionic intermediates seems to be facilitated by the cationic environment of the cavity. The products are ejected from the cage as a result of the host-guest size discrepancy. As a result, the condensation is promoted by a catalytic amount of the cage.